Metal working operations and lubricants



United States Patent 3,546,118 METAL WORKING OPERATIONS AND LUBRICANTSMarvin M. Johnson and Paul R. Stapp, Bartlesville,

0kla., assignors to Phillips Petroleum Company, a corporation ofDelaware No Drawing. Filed Nov. 25, 1968, Ser. No. 778,746

Int. Cl. Cm 1/30 US. Cl. 252-54 3 Claims ABSTRACT OF THE DISCLOSURECyclic ethers having the formula where R is hydrogen or an alkyl orcycloalkyl radical or combination thereof such as alkylcycloalkyl havingup to and including 17 carbon atoms and where X is a halogen arelubricants used in metal working operations.

This invention relates to a method of metal working.

There are a number of metal working operations, most of which requirethe use of a lubricant or a coolant. More and more mechanical devices,engines, etc. are being designed, most of which require lubricants bothin production and operation.

Accordingly, an object of this invention is to provide a method of metalworking comprising lubricating said metal working operations. Otherobjects, advantages, features of our invention will become apparent toone skilled in the art from the following disclosure and claims.

We have discovered that a cyclic ether having the formula mi l run whereR is hydrogen or an alkyl or cycloalkyl radical or combinations thereofsuch as alkylcycloalkyl having up to and including 17 carbon atoms andwherein X is a halogen can be emploed as a lubricant in metal workingoperations. Specific examples of such cyclic ethers are4-chlorotetrahydropyran, 3 methyl 4-chlorotetrahydropyran, 3-propyl 4bromotetrahydropyran, 3- amyl-4-chlorotetrohydropyran, 3 heptyl 4iodotetrahydropyran, 3 nonyl 4 chlorotetrahydropyran, 3- cyclohexyl 4fluorotetrahydropyran, 3-(4-butylcyclohexyl) 4 chlorotetrahydropyran, 3heptadecyl-4- bromotetrahydropyran, 3 (2 propyltetradecyl) 4-chlorotetrahydropyran, 3 (4 cyclohexyldecyl-4-iodotetrahydropyran, 3-(6cyclopentyldodecyl) fluorotetrahydropyran, and the like. The lubricantsof this invention provide reduced galling and dragging tendencies inthese metal working operations.

3,546,118 Patented Dec. 8, 1970 Typical metal working operations arecutting, machining, grinding, molding, forging, rolling, threading, andthe like. Lubricants of this invention are particularly useful in metalworking operations such as cutting, cutting threads, threading, and thelike.

The cyclic ether lubricants of this invention can be prepared byreacting l-olefins having the formula where R is as hereinbeforedescribed with formaldehyde and a halogenated compound selected from thehydrogen halides, thionyl halides, and carbonyl halides. These cyclicethers can be prepared according to reaction conditions and procedureswhich are known to the art.

These lubricants can be applied to the surface of the metal by anyconventional method known to one skilled in the art. Generally, thelubricant can be applied to the metal by Nalgene squeeze bottle. Theamount of lubricant employed is only an amount sufiicient to cover thesurface of the metal to be worked.

The advantages of this invention are further illustrated by thefollowing examples. The reactants, portions and other specificconditions are presented as being typical and should not be construed tolimit the invention unduly.

EXAMPLE I Threads on new stainless steel connectors using no lubricant,tightened up and backed out very easily with no pulling and galling.

Threads on used stainless steel connectors using no lubricant, tightenedup and backed out with considerable pulling and galling.

Threads on used stainless steel connectors using a lubricant4-chlorotetrahydropyran, tightened up and backed out with no pulling andgalling. The used connectors were smoother threading after lubricatingwith 4-chlorotetrahydropyran.

The above example demonstrates the lubricating qualities of4-chlorotetrahydropyran.

EXAMPLE II Using an AB 1 coning tool, Ml-lllCh OD 2 X 0.083 inch ID 304stainless steel tubing was cut using 4-chlorotetrahydropyran as acutting lubricant. The cutting was every fast leaving a smooth surfaceon the tubing.

Threads were cut on the above-mentioned tubing using4-chlorotetrahydropyran as a cutting lubricant. Threads were cut withlittle effort leaving smooth threads and collars, which tightened up andbacked out with no dragging or binding.

This example again demonstrates the lubricating quali ties of4-chlorotetrahydropyran.

EXAMPLE III Using 4-chlorotetrahydropyran as a lubricant for threadingAi-inch 321 stainless steel, thread /4-ll1Ch 16 NF 6 dies ran verysmoothly with no galling or dragging. Again, lubricating ability of4-chlorotetrahydropyran is demonstrated.

1 Aluto-Clave Engineers, Erie, Pa. 2 O!ntside diameter 3 Inside diameter4 American Iron and Steel Type No. 5 American Iron and Steel Type No. 6National Fine Thread 3 We claim: 1. A method of metal working comprisinglubricating said metal working operations with a cyclic ether having theformula R E El H H OAH wherein R is hydrogen or an alkyl or cycloalkylradical or combinations thereof having up to and including 17 carbonatoms and X is a halogen.

References Cited UNITED STATES PATENTS 2,017,811 10/1935 COX 252-54X2,318,013 5/1943 Pl'uttOn et a]. 252-54 10 3,275,555 9/1966 Waight eta1. 25254X DANIEL E. WYMAN, Primary Examiner W. H. CANNON, AssistantExaminer

